New multi-coupling benzylic zinc reagents for the preparation of flexible aromatic compounds

Tetrahedron Letters

Volumn 38, Issue 10, 1997, Pages 1749-1752

  Rottländer, Mario ^a   Knochel, Paul ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUND; PALLADIUM; REAGENT; ZINC;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0031562385     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00187-1     Document Type: Article

References (27)

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27. 2 (35 mg, 0.06 mmol, 2 mol %), dppf (33 mg, 0.06 mmol, 2 mol %), and THF (3 mL). After stirring for 10 min, the triflate 9i (1.17 g, 3.0 mmol) was added at 0 °C followed by a solution of p-methoxyphenylzinc bromide (6.0 mL, c = 0.83 M in THF/hexane, 1.67 equiv). The reaction mixture was heated to 65 °C for 2 h. After usual workup as described above, the crude product was purified by filtration over silicagel and recrystallisation from 20 % ethyl acetate in hexanes yielding 10d (0.94 g, 2.7 mmol, 90 %) as white solid (mp = 102-103 °C).